3-O-Benzyl 15,16-Dehydro Estrone Monoethylene Ketal

Base Information

• Chemical Name: 3-O-Benzyl 15,16-Dehydro Estrone Monoethylene Ketal
• CAS No.: 534572-67-3
• Molecular Formula: C27H30O3
• Molecular Weight: 402.533
• Mol file: 534572-67-3.mol

Synonyms:3-O-Benzyl 15,16-Dehydro Estrone Monoethylene Ketal;3-(PhenylMethoxy)-estra-1,3,5(10),15-tetraen-17-one Cyclic 1,2-Ethanediyl Acetal

Chemical Property of 3-O-Benzyl 15,16-Dehydro Estrone Monoethylene Ketal

Chemical Property:

• Boiling Point: 550.0±50.0 °C(Predicted)
• PSA: 27.69000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 5.64080
• Solubility.: Chloroform

Purity/Quality:

99% ^*data from raw suppliers

3-O-Benzyl15,16-DehydroEstroneMonoethyleneKetal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-Benzyl 15,16-Dehydro Estrone Monoethylene Ketal

There total 4 articles about 3-O-Benzyl 15,16-Dehydro Estrone Monoethylene Ketal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

benzyl bromide (100-39-0) + 17,17-ethylenedioxy-3-hydroxyestra-1,3,5(10),15-tetraene → 3-benzyloxy-17,17-ethylenedioxyestra-1,3,5(10),15-tetraene (534572-67-3)

Guidance literature:

With potassium carbonate; N-ethyl-N,N-diisopropylamine; In acetone; at 20 ℃; for 72h;

DOI:10.1021/jm0204340

Reference yield:

16-bromo-17,17-ethylenedioxy-3-benzyloxy-estra-1,3,5 (10)-trien-17-one (690996-27-1) → 3-benzyloxy-17,17-ethylenedioxyestra-1,3,5(10),15-tetraene (534572-67-3)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)81933-5

Reference yield:

3-benzyloxyestra-1,3,5(10)-trien-17-one (858-98-0) → 3-benzyloxy-17,17-ethylenedioxyestra-1,3,5(10),15-tetraene (534572-67-3)

Guidance literature:

Multi-step reaction with 3 steps

1: p-TSA

2: pyridine*HBr₃

3: t-BuOK / dimethylsulfoxide

With pyridinium perbromide hydrobromide; potassium tert-butylate; toluene-4-sulfonic acid; In dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)81933-5

upstream raw materials:

16-bromo-17,17-ethylenedioxy-3-benzyloxy-estra-1,3,5 ⁽¹⁰⁾-trien-17-one

benzyl bromide

3-benzyloxyestra-1,3,5⁽¹⁰⁾-trien-17-one

17,17-ethylenedioxy-3-benzyloxy-estra-1,3,5 ⁽¹⁰⁾-trien-17-one

Downstream raw materials:

(14α)-3-benzyloxy-1,3,5(10),15-estratetraen-17-one

3-benzyloxy-15(α,β)-<9'-<(tetrahydro-2''H-pyran-2''-yl)oxy>-1'-nonanyl>-1,3,5(10)-estratriene-17-one

N-butyl, N-methyl-9-(3'-benzyloxy-17'-oxo-1',3',5'(10')-estratriene-15'(α,β)-yl)-nonamide

N-butyl, N-methyl-9-(3'-benzyloxy-17'β-hydroxy-1',3',5'(10')-estratriene-15'(α,β)-yl)-nonamide